15-acetyl-prostaglandin A₂ | 55392-90-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 15-acetyl-prostaglandin A₂
• 英文别名: (Z)-7-[(1R,2S)-2-[(E,3S)-3-acetyloxyoct-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid
• CAS: 55392-90-0
• 化学式: C₂₂H₃₂O₅
• 分子量: 376.493
• InChiKey: JKOMICWLAGHZOC-RXNKVCDLSA-N

物化性质

• 沸点：
  528.0±50.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 15-acetyl-prostaglandin A₂ 生成 methyl (Z)-7-[(1R,2R)-2-[(E)-oct-1-enyl]-5-oxocyclopentyl]hept-5-enoate
  参考文献：
  名称：

  Derivatives of 9-oxo-13-trans-prostenoic acid esters

  摘要：

  这份披露描述了9-氧基-13-反式前列腺酸及9-羟基-13-反式前列腺酸的同源物、类似物、同系物和衍生物，具有抗微生物活性和类前列腺素降压活性。

  公开号：

  US04044043A1
• 作为产物：
  描述：

  地诺前列酮 在 Candida antarctica lipase B 、 乙酸乙烯酯 作用下， 以 氯仿 为溶剂， 反应 96.0h， 生成 前列腺素A2 、 15-acetyl-prostaglandin A₂ 、 11-acetyl-prostaglandin E₂ 、 11,15-diacetyl-prostaglandin E₂
  参考文献：
  名称：

  Lipase-catalysed acylation of prostanoids

  摘要：

  Natural prostaglandins (PG) F-2 alpha and E-1 as well as (+)-cloprostenol were regioselectively Il-acylated using Novozym(R) 435 as a catalyst and vinyl acetate as an acyl donor. Unlike the above compounds the 15-OH group of PGE(2) was also acylated with a significant velocity under the same conditions. The enantiospecificity of the lipase-catalysed 11-acetylation of cloprostenol was established by separate treatment of (+)- and (-)-cloprostenols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00295-4

文献信息

• US3931411A
  申请人：——

  公开号：US3931411A

  公开（公告）日：1976-01-06
• Derivatives of 9-oxo-13-trans-prostenoic acid esters
  申请人：American Cyanamid Company

  公开号：US04044043A1

  公开（公告）日：1977-08-23

  This disclosure describes homologues, analogues, congeners, and derivatives of 9-oxo-13-trans-prostenoic acid and of 9-hydroxy-13-trans-prostenoic acid, having antimicrobial activity and prostaglandin-like hypotensive activity.

  这份披露描述了9-氧基-13-反式前列腺酸及9-羟基-13-反式前列腺酸的同源物、类似物、同系物和衍生物，具有抗微生物活性和类前列腺素降压活性。
• Lipase-catalysed acylation of prostanoids
  作者：Omar Parve、Ivar Järving、Ivar Martin、Andrus Metsala、Imre Vallikivi、Madis Aidnik、Tõnis Pehk、Nigulas Samel

  DOI：10.1016/s0960-894x(99)00295-4

  日期：1999.7

  Natural prostaglandins (PG) F-2 alpha and E-1 as well as (+)-cloprostenol were regioselectively Il-acylated using Novozym(R) 435 as a catalyst and vinyl acetate as an acyl donor. Unlike the above compounds the 15-OH group of PGE(2) was also acylated with a significant velocity under the same conditions. The enantiospecificity of the lipase-catalysed 11-acetylation of cloprostenol was established by separate treatment of (+)- and (-)-cloprostenols. (C) 1999 Elsevier Science Ltd. All rights reserved.